4,6-二溴-3-氟-2-正庚基羰基噻吩并[3,4-b]噻吩 | 1202249-72-6

• 物质功能分类: 医药中间体 - 杂环化合物 - 噻吩类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4,6-二溴-3-氟-2-正庚基羰基噻吩并[3,4-b]噻吩
• 中文别名: 4,6-二溴-3-氟-2-(1-辛酮)-噻吩并[3,4-B]噻吩
• 英文名称: 4,6-dibromo-3-fluoro-2-n-heptylcarbonyl-thieno[3,4-b]thiophene
• 英文别名: 1-(3-fluoro-4,6-dibromothieno[3,4-b]thiophen-2-yl)octan-1-one；1-(4,6-Dibromo-3-fluorothieno[3,4-b]thiophen-2-yl)octan-1-one；1-(4,6-dibromo-3-fluorothieno[2,3-c]thiophen-2-yl)octan-1-one
• CAS: 1202249-72-6
• 化学式: C₁₄H₁₅Br₂FOS₂
• 分子量: 442.211
• InChiKey: RMHZWBWLELCRNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  73.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

反应信息

• 作为产物：
  描述：

  3-氟-2-羧酸甲酯噻吩 在 N-溴代丁二酰亚胺(NBS) 、 sodiumsulfide nonahydrate 、 potassium carbonate 、 间氯过氧苯甲酸 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 氯仿 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 67.66h， 生成 4,6-二溴-3-氟-2-正庚基羰基噻吩并[3,4-b]噻吩
  参考文献：
  名称：

  JP5760813

  摘要：

  公开号：

文献信息

• New low band gap thieno[3,4-b]thiophene-based polymers with deep HOMO levels for organic solar cells
  作者：Salem Wakim、Salima Alem、Zhao Li、Yanguang Zhang、Shing-Chi Tse、Jianping Lu、Jianfu Ding、Ye Tao

  DOI：10.1039/c1jm11229e

  日期：——

  Two new soluble alternating alkyl-substituted benzo[1,2-b:4,5-b′]dithiophene and ketone-substituted thieno[3,4-b]thiophene copolymers were synthesized and characterized. We found that grafting 3-butyloctyl side chains to the benzo[1,2-b:4,5-b′]dithiophene unit at C4 and C8 afforded the resulting polymer (P1) a high hole mobility (∼10−2 cm2Vs−1) and a low-lying HOMO energy level (5.22 eV). Preliminary experiments in bulk heterojunction solar cells using P1 as the electron donor demonstrated a high power conversion efficiency of 4.8% even with PC61BM as the electron acceptor. The introduction of an electron-withdrawing fluorine atom into the thieno[3,4-b]thiophene unit at the C3 position (P2) lowers the HOMO energy level and consequently improves the open circuit voltage from 0.78 to 0.86 V. These values are about 0.1 V higher than those reported for their analogues based on alkoxy-substituted benzo[1,2-b:4,5-b′]dithiophene. This work demonstrates that the replacement of the alkoxy chains on the benzo[1,2-b:4,5-b′]dithiophene unit with less electron-donating alkyl chains is able to lower the HOMO energy levels of this class of polymers without increasing their band gap energy.

  合成并表征了两种新的可溶性交替烷基取代苯并[1,2-b:4,5-b′]二噻吩和酮取代噻吩并[3,4-b]噻吩共聚物。我们发现，将 3-丁辛基侧链接枝到苯并[1,2-b:4,5-b′]二噻吩单元的 C4 和 C8 处，可使聚合物（P1）具有较高的空穴迁移率（∼10-2 cm2Vs-1）和较低的 HOMO 能级（5.22 eV）。以 P1 为电子供体的体异质结太阳能电池的初步实验表明，即使以 PC61BM 为电子受体，其功率转换效率也高达 4.8%。在噻吩并[3,4-b]噻吩单元的 C3 位置（P2）引入一个电子吸收氟原子降低了 HOMO 能级，从而将开路电压从 0.78 V 提高到 0.86 V。这项工作表明，用较少电子捐赠的烷基链取代苯并[1,2-b:4,5-b′]二噻吩单元上的烷氧基链，能够降低这类聚合物的 HOMO 能级，而不增加其带隙能。
• POLYMER, ORGANIC THIN FILM SOLAR CELL USING SAME, AND ELECTRONIC DEVICE PROVIDED WITH SAID SOLAR CELL
  申请人：Kabushiki Kaisha Toshiba

  公开号：EP2915831A1

  公开（公告）日：2015-09-09

  [Object] To provide a polymer excellent enough in photoelectric conversion efficiency and in light resistance to be suitable for solar cells, also to provide a solar cell using the polymer, and further to provide an electronic product comprising the cell. [Means] Embodiments of the present disclosure provide a polymer comprising a repeating unit of the following formula (M1). (In the formula, R1 is a substituent group selected from the group consisting of unsubstituted alkyl groups, substituted alkyl groups, unsubstituted alkoxy groups, and substituted alkoxy groups; each R2 is independently a substituent group selected from the group consisting of hydrogen, halogen, unsubstituted alkyl groups, substituted alkyl groups, unsubstituted alkoxy groups, substituted alkoxy groups, unsubstituted aryl groups, and substituted aryl groups; and each X is independently an atom selected from the group consisting of O, S and Se, wherein the polymer has a weight average molecular weight of 3000 to 1000000. The embodiments also provide a solar cell having an active layer containing the above polymer and further an electronic product comprising that cell.

  目的 提供一种在光电转换效率和耐光性方面足够优异以适用于太阳能电池的聚合物，还提供一种使用该聚合物的太阳能电池，以及进一步提供一种包含该电池的电子产品。 手段 本公开的实施例提供了一种聚合物，其包含下式（M1）的重复单元。 (式中：R1 是选自由未取代的烷基、取代的烷基、未取代的烷氧基和取代的烷氧基组成的取代基团；每个 R2 独立地是选自由氢、卤素、未取代的烷基、取代的烷基、未取代的烷氧基、取代的烷氧基、未取代的芳基和取代的芳基组成的组的取代基团；以及每个 X 独立地是选自由 O、S 和 Se 组成的组的原子，其中聚合物的重量平均分子量为 3000 至 1000000。本发明实施例还提供了一种太阳能电池，其活性层含有上述聚合物，并进一步提供了一种包含该电池的电子产品。
• POLYMER, ORGANIC THIN-FILM SOLAR CELL USING THE SAME, AND ELECTRONIC PRODUCT COMPRISING THE CELL
  申请人：Kabushiki Kaisha Toshiba

  公开号：US20150236288A1

  公开（公告）日：2015-08-20

  [Object] To provide a polymer excellent enough in photoelectric conversion efficiency and in light resistance to be suitable for solar cells, also to provide a solar cell using the polymer, and further to provide an electronic product comprising the cell. [Means] Embodiments of the present disclosure provide a polymer comprising a repeating unit of the following formula (M1). (In the formula, R 1 is a substituent group selected from the group consisting of alkyl groups, and alkoxy groups; each R 2 is independently a substituent group selected from the group consisting of hydrogen, halogen, alkyl groups, alkoxy groups, and aryl groups; and each X is independently an atom selected from the group consisting of O, S and Se. The embodiments also provide a solar cell having an active layer containing the above polymer and further an electronic product comprising that cell.
• POLYMER AND SOLAR CELL USING THE SAME
  申请人：Kabushiki Kaisha Toshiba

  公开号：US20160285002A1

  公开（公告）日：2016-09-29

  A polymer of an embodiment includes a repeating unit containing at least one bivalent group selected from the following formula (1) and the following formula (2). In the formulas (1) and (2), R is hydrogen, fluorine, an alkyl group, an aryl group, a heteroaryl group, or the like. X and Y are each an alkanoyl group, an aminocarbonyl group, an alkylsulfonyl group, or the like. Ar is an aryl group or a heteroaryl group.
• US9865831B2
  申请人：——

  公开号：US9865831B2

  公开（公告）日：2018-01-09